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Synlett 1994; 1994(4): 287-288
DOI: 10.1055/s-1994-22831
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Radical-Induced Ring Opening of 2-(Bromomethyl)aziridines

Norbert De Kimpe* , Dirk De Smaele, Piet Bogaert
  • *Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, University of Gent, Coupure Links 653, B-9000 Gent, Belgium.
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Publication Date:
22 March 2002 (online)

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2-Aziridinylmethyl radicals were conveniently generated from 2-(bromomethyl)aziridines and tributyltin hydride in benzene. Radical-induced ring opening of the latter aziridines afforded allylamines, indicative of the aza-analogue of the rearrangement of cyclopropylmethyl radicals (carbon analogue) and 2-oxiranylmethyl radicals (oxygen analogue).